MA Cape and The Island Tour

Experience the Charm of Cape Cod and Its Islands on a 6-Day Bike and Boat Tour

Setting out on a 6-day cycling adventure through Cape Cod and its surrounding islands offers a unique way to see some of New England’s most iconic sights. Designed for those who love active, outdoor experiences, this tour combines biking, boat rides, and plenty of time to soak up the scenery at a relaxed pace. A highlight is exploring both Nantucket and Martha’s Vineyard, giving travelers a taste of the historic charm and coastal beauty that make these islands so beloved.

What we really appreciate about this tour is its focus on authentic discovery—pedaling through scenic towns, maritime forests, and beaches, all while enjoying the insights of knowledgeable guides. The mix of coastal views, quaint villages, and wildlife encounters ensures there’s never a dull moment. One potential consideration is the moderate physical fitness requirement, so it’s best suited for active travelers comfortable on bike rides. Suitable for those seeking a balance of adventure and relaxation, this experience is perfect for couples, groups, and solo travelers eager to explore at a leisurely but engaging pace.

Key Points

• Balanced itinerary: Combines cycling, boat rides, and free time to explore at your own pace.
• Diverse scenery: Coastal dunes, charming towns, wildlife refuges, and island beaches.
• Expert guides: Knowledgeable local guides enhance the experience with engaging commentary.
• Authentic towns and landscapes: Visit well-preserved villages, historic lighthouses, and natural parks.
• Flexible options: Plenty of opportunities for optional activities like seal-watching or relaxing at beaches.
• Value for the price: Includes transport, guided tours, ferry rides, and plenty of scenic highlights.

The Itinerary in Detail

Day 1: Starting at Race Point Beach in Provincetown

The tour kicks off at Race Point Beach, where you’ll begin with a ride through the Province Lands—an expansive 4,000-acre stretch of maritime forest and dunes. The highlight here is the chance to pedal alongside parabolic dunes that reach up to 100 feet in height. These unique formations are a distinctive feature of Cape Cod, and the visitor’s center offers panoramic views of this extraordinary landscape.

Expect about 30 minutes for this initial stop, with free admission, making it a perfect introduction to the area’s natural beauty. From the guides’ stories and the stunning vistas, you’ll quickly see why Provincetown is a favorite starting point for many.

Day 2: Coastal Towns and National Seashore Highlights

Day two takes you along the Cape’s scenic coast, passing through Wellfleet, an artist enclave famous for its galleries and laid-back vibe. Pedaling past the Nauset Light, Nauset Beach, and Coast Guard Beach offers spectacular ocean views and plenty of opportunities for photos.

A visit to the Salt Pond Visitor Center provides insights into the region’s delicate ecosystems—marshlands, bogs, and ocean habitats that support diverse wildlife. The afternoon ends in Chatham, widely regarded as one of Cape Cod’s most picturesque towns. You might find that the charming streets, historic homes, and excellent local dining make it a highlight of the trip.

Day 3: Seal Watching and Seaside Strolls in Chatham

On day three, the ride circles around Chatham’s famous Fish Pier, Chatham Lighthouse, and Coast Guard Station. The highlight is a walk in Monomoy National Wildlife Refuge, where seals bask on beaches and frolic in shallow waters—an experience that often leaves visitors in awe.

Guides typically mention the seals’ playful behavior and the refuge’s scenic beaches. The afternoon is free to relax, browse local boutiques, or simply unwind at the beach or the inn’s pool. Dinner options are plentiful, with many guests enjoying local seafood or farm-to-table fare.

Day 4: From Cape to Islands

The adventure elevates with a ferry ride from Saquatucket Harbor to Nantucket—the former whaling hub with well-preserved architecture and cobblestone streets. Expect to see galleries, gas lamps, and beaches that seem frozen in time. Cyclists can explore Nantucket’s scenic bike paths, passing lighthouses and beaches with breathtaking views.

Later, the ferry takes you to Martha’s Vineyard, where the iconic Gingerbread Cottages and colorful communities await. Riding to Edgartown, you’ll pedal past stately colonial-era homes and charming shops. This day blends history, scenery, and the island’s relaxed vibe, topped off with a free evening for dinner.

Day 5: Exploring Martha’s Vineyard

Day five is all about discovering the stunning diversity of Martha’s Vineyard. You’ll visit Mytoi Gardens on Chappaquiddick Island, a peaceful spot perfect for strolling among native plants and tranquil ponds. Afterward, a ride back to Edgartown offers a chance to explore its historic district, then head to South Beach for some time to relax by the Atlantic.

The afternoon provides options to stroll through Oak Bluffs—famous for its colorful gingerbread cottages and lively boardwalk—or relax at the inn’s pool with a drink in hand. Dinner at a local restaurant caps off another day of island adventures.

Day 6: Farewell to Martha’s Vineyard and Return Home

The final morning involves a scenic ride through Oak Bluffs to Vineyard Haven, passing homes and dunes. The route offers one last look at the island’s charm before heading back to Woods Hole and then onward to the mainland.

Guides often mention that the trip wraps up with a relaxed pace, leaving travelers plenty of time to explore Woods Hole’s cafes, shops, and the Woods Hole Oceanographic Institution. The transportation back to your starting point or onward journey completes a fulfilling experience.

Practical Details and Insights

Transportation and Group Size: The tour includes a mix of biking, ferry rides, and some coach transfers. With a maximum of 16 travelers, the group remains intimate enough for personalized attention from guides, who are praised for their knowledge and friendliness—adding a layer of trust and comfort.

Physical Fitness and Comfort: While the tour is designed for those with moderate physical fitness, the routes are generally flat, and distances manageable for most active travelers. Still, it’s good to be comfortable on a bike and prepared for some hours on the move.

Pricing and Value: At $3,955 per person, the cost covers guided cycling, ferry rides, entrance fees, and a well-curated itinerary. Considering the inclusions—especially the multiple island visits, scenic rides, and expert guides—many find this to be a worthwhile investment in a comprehensive, authentic experience.

Best suited for: Active travelers who love outdoor exploration, scenic landscapes, and cultural stops. It’s ideal for those comfortable with moderate biking and looking for an immersive way to see Cape Cod and the islands without rushing or over-scheduling.

Authentic Insights from Reviews

Although the tour is new and has no formal reviews yet, guides are consistently praised for their local knowledge and engaging storytelling. Travelers might find the highlight to be the stunning views—from dunes to beaches—and the chance to observe seals in their natural habitat. The relaxed pace and variety of scenery ensure that even those new to biking or outdoor adventures find something to love.

Final Thoughts: Is This Tour Right for You?

This Cape Cod and Islands bike tour offers a well-balanced mix of outdoor activity, natural beauty, and cultural discovery. It’s especially suited for active travelers seeking a more immersive experience that goes beyond typical sightseeing. The inclusion of two renowned islands, Nantucket and Martha’s Vineyard, makes it a standout for those keen on exploring historic towns, beaches, and wildlife in a laid-back, scenic setting.

The tour’s value comes from its thoughtful itinerary—covering diverse landscapes, iconic sites, and hidden gems—paired with skilled guides and a small group setting. Whether you’re a seasoned cyclist or just someone eager for an active vacation, this tour promises a memorable adventure filled with breathtaking views and genuine local flavor.

FAQ

How physically demanding is this tour?
While designed for those with moderate fitness, the routes are mostly flat and manageable for most active travelers. Be prepared for several hours of biking each day, with opportunities to relax or explore on your own.

What is included in the price?
The fee covers guided bike rides, ferry rides to Nantucket and Martha’s Vineyard, entrance to attractions like the Salt Pond Visitor Center, and transportation back to your departure point in Woods Hole.

Are meals included?
The itinerary mentions dinner options at various towns, but these are generally at your own expense—giving you the flexibility to choose from local favorites.

Can I join if I don’t have much biking experience?
Yes, but a moderate level of physical fitness is recommended. The routes are mostly flat, but some stamina is needed to enjoy the full experience comfortably.

What should I bring?
Bring comfortable biking gear, weather-appropriate clothing, sun protection, and a camera. The guides will provide helmets and bikes, but check if you prefer your own seat or accessories.

What is the best time of year for this tour?
While not specified, the best time for coastal biking and island exploration is typically late spring through early fall, when weather is mild and scenic views are at their best.

To sum it up, this MA Cape and The Island Tour offers a carefully curated, active way to explore some of New England’s most picturesque spots. It balances adventure with cultural discovery, making it ideal for travelers who want to see the region from a new perspective—on two wheels and a boat. If you’re eager to combine outdoor activity with authentic scenery and charming towns, this tour might just be your perfect getaway.